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The 9 Best Chelsea Boots for Men in 2021
The classic wardrobe staple for decades, the Chelsea boot is the unisex classic that holds its own amongst the fashion staples of footwear. How do you know it’s a Chelsea boot? These close-fitting ankle boots feature a stretchy elastic side panel, with many sporting a loop or fabric tab at the back, allowing the wearer to take them on and off quickly.
Dubbed the Chelsea for the popularity in, yup, you guessed it, the affluently trendy area of west London that during the 50s and 60s found favor with the ‘mod’ subculture throughout Great Britain. We’d call them alternative these days.
Perhaps even hipsters of their time, the boots became synonymous with the King’s Road in Chelsea, worn by Beatles and the Rolling Stones.
First referred to as J. Sparkes-Hall’s Patent Elastic Ankle Boots, they were initially constructed for horse riding. Starting its life as an innovation from one of Queen Victoria’s bootmakers to a fashionable and functional wardrobe staple, these are some of the best Chelsea Boots for Men that we could find.
Check out the list of the nine best Chelsea Boots for men from Next Luxury.
1. Blundstone Men’s 587 Round Toe Chelsea Boot
100% leather and 100% to the point, this is your no-frills, jack of all trades, cover it all, Chelsea boot. If all you need and want is the real deal, then the Blundstone Men’s 587 Round Toe Chelsea Boot is the best choice when it comes to this footwear fashion staple.
Ready for work and play, the 587 Round Toe Chelsea Boot from Blundstone is made from premium tanned leather, with twin-needle reinforced stitching. Paired with a high tensile strength thread and elastic gore, it retains its shape no matter how many times you take them on and off. Sitting atop a removable (perfect for those with orthotics) Comfort EVA footbed with PORON XRD in the heel pad and the heel strike zone, these Chelsea boots can take a real beating.
Combining all of that with a Thermo urethane outsole resistant to hydrolysis and microbial attack, not even a worldwide pandemic can stop them.
2. Saint Laurent Wyatt Chelsea Boot
Now we’re talking style, ladies and gentlemen. Well, mostly gentleman, but if you want to make a statement, go with our premium pick. Designed by French designer Yves Saint Laurent, this particular Chelsea Boot is crafted in Italy with minimalist detailing, making it without a doubt one of the fanciest pairs on this list.
Crafted with shaft-high goring panels, they stand out from the rest as not just a wardrobe staple but a fashion essential. Dark and mysterious in Nero black, or bright and inviting in Tobacco Suede, the Wyatt Chelsea Boot from Saint Laurent is a versatile footwear choice.
Don the black at the opera, or take the suede horse riding as first intended. Either way, you’ll be the best looking one there. But for $895, get ready for a lighter wallet.
3. Clarkdale Gobi Dark Brown Suede
Can’t shell out the necessary cash for French/ Italian made boots? Then why not go for the Budget choice and put on a pair of Clarkdale Gobi Dark Brown Suede Chelsea Boots. Made with double strength elastic gore, these affordable boots offer a modern take on the timeless design, allowing you to get the job done for a fraction of the price.
Sporting a lush suede upper and a full-grain leather sock liner, regardless of the price, its plush comfort the moment you put them on. Complete with a leather and rubber sole, the Clarkdale Gobi strikes a suitable balance between tradition and endurance. There’s even a removable foot bed too. At only $170, there’s no need to spend a lot when quality is so affordable.
4. Grenson Declan Suede Chelsea Boots
Made to last a lifetime, and then some, the Grenson Declan Suede Chelsea Boots feature 100% leather in the lining and the sole, with 100% suede on the exterior. Featuring the classic pull tab at the rear and a stacked heel and an almond toe, it’s the classic done right. And for $479, it sits nicely in the mid to expensive range if you want something a little bit more sophisticated.
Made in the United Kingdom, Grenson has been crafting boots since 1866 when William Green began making shoes in a small loft in Northamptonshire. As one of the first factories to use the Goodyear Welted method of shoemaking, each Chelsea boot takes up to 8 weeks to construct involving well over 200 individual operations.
The main operation of Goodyear Welted shoes is that the upper is stitched to a leather band called a Welt which is then stitched to the sole. Creating a stronger and longer lasting shoe.
5. Dr. Martens 2976 Leather Chelsea Boots
Available in so many different colors, you can lose yourself in the range of choices when you decide to grab a pair of Dr. Martens 2976 Leather Chelsea Boots. Despite being made from synthetic leather, the shoe sits atop an AirWair sole, which is oil and fat resistant with good abrasion and slip resistance.
Holding onto the same toughness and accessibility as its Victorian predecessor, the 2976 Chelsea boot delivers on everything that makes Dr. Marten’s so damn iconic. With the traditional stitching, grooved sides and heel-loops, these boots are made using only the finest methods of construction like Goodyear welting and heat-sealing.
6. R.M. Williams Classic Chelsea Boot
Made using smart Goodyear welt and a leather sole ground, these handsome Australian boots are as tough as they come. From a sunburnt land of flooding rains, a pair of R.M. Williams Classic Chelsea Boot will never let you down.
Made from water-resistant materials, the leather upper lining sits atop a cork-filled footbed that offers comfortable support on any terrain. At the same time, the classic elastic insets provide a secure Chelsea boot fit.
What really sets a pair of R.M. Williams apart from other Chelsea boots is not only the traditional iconography and styling on the outer sole and the inside of the boot. But more importantly is the added service of having your boots repaired by R.M. Williams, making these boots practically immortal.
At $495, a pair of Classic Chelsea Boots from R.M. Williams is an investment for life.
7. Church’s Dixton Superbuck Chelsea Boot Ebony
Sporting a slightly unorthodox shape to the usual Chelsea boot style, the Dixton Superbuck Chelsea Boot from Church’s features the sleek silhouette of Church’s longstanding 173 last.
The Dixton Chelsea boot is made with a lightweight leather sole and an internal lining for greater longevity. Much like other boots on this list, it features detailed iconography to set itself apart with handwritten info on the lining and the Church’s crest on the sock and sole.
Continuing Church’s unorthodox approach, the slim leather sole is ‘cemented’ with adhesives rather than attached with stitching for a cleaner and more modern aesthetic. Made in Northampton, England, these are a favorite for work or the weekend’s leisure.
8. Common Projects Suede Chelsea Boots
Available in three bold and earthy pastel colors, the Common Projects Suede Chelsea Boots from MR PORTER claim to be relaxed and understated but are likely to make an impression on your chosen company.
Designed by Common Projects with tapered toes for a more comfortable and uniform look, these Italian made boots sit atop a cushioned rubber-crepe sole. Each has a tonal hue depending on what color you choose.
Each pair comes embossed with a golden serial number, a signature from the Common Projects brand. Arriving inside a dust bag, when not in use, you’ll be able to store your Suede Chelsea Boots away safely.
9. Thursday Boots Duke Chelsea Boot
Say hello to the Duke from Thursday Boots. These suede Chelsea boots are made from Honey WeatherSafe Suede and feature a Goodyear Welt Construction for extra longevity in the face of whatever conditions you trek through.
Sporting a fully lined supple glove leather interior, the boot sits atop a Poron Antimicrobial shock-absorbing insole on a cork-bed midsole that forms to your foot. And with the addition of the DUraEVA comfort strip and a durable studded rubber outsole, these bad boys keep your feet comfy and safely on the ground.
Not even a banana peel will knock you over in these $199 pair of boots. For the highest quality at an honest price, get the Thursday Boots Duke Chelsea Boot now. We recommend Honey Suede for the color.
Chelsea Boot FAQs
These close-fitting ankle boots, which feature stretchy elastic side panels, are called Chelsea boots because of their popularity in the affluent Chelsea area of London during the 1950s and 1960s.
Chelsea boots have been popular since their rise to prominence in the 1950s and 1960s in their namesake area of London. These boots are continually in-style and remain popular to this day.
Chelsea boots offer a close fit for maximum comfort because of the elasticated material in the side panels, so make sure to allow space for a pair of socks when choosing a pair of Chelsea boots.
The two main styles of Chelsea boots available to men are either leather or suede. Leather Chelsea boots give a sleeker, more polished look and are more suited to formal occasions. Suede Chelsea boots, on the other hand, offer a more relaxed and casual vibe, though be sure to use a water-resistant spray to protect them during bad weather.
The best color for leather Chelsea boots is generally black for versatility, while brown Chelsea boots offer an excellent choice for semi-formal and business-casual events. The best color for suede Chelsea boots is brown for a relaxed country look, while black provides a more urban feel.
Chelsea boots are best paired with either skinny jeans or chinos. Depending on what color your Chelsea boots are, you can either go with a simple black pair of jeans or a pair of tan chinos.